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23714-53-6

4-ALLYL-5-PHENYL-4H-[1,2,4]TRIAZOLE-3-THIOL synthesis

5synthesis methods
26029-04-9 Synthesis
Benzoic acid, 2-[(2-propen-1-ylaMino)thioxoMethyl]hydrazide

26029-04-9
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Yield:23714-53-6 412 mg

Reaction Conditions:

with potassium hydroxide in ethanol;water at 100;

Steps:

4.1.1.2 4.1.1.2. Cyclization

General procedure: The thiosemicarbazide intermediates were solubilized in a mixture of water and ethanol (2:3) and KOH (3 equiv., 3mmol) was added. After refluxing for 2h, the mixture was neutralized with saturated aqueous KHSO4 and extracted twice with DCM. The organic phases were mixed, dried over MgSO4, filtered and evaporated under vacuum. The residues were purified by gel column chromatography (EtOAc/Hexane) or by reverse phase HPLC.

References:

Gavara, Laurent;Legru, Alice;Verdirosa, Federica;Sevaille, Laurent;Nauton, Lionel;Corsica, Giuseppina;Mercuri, Paola Sandra;Sannio, Filomena;Feller, Georges;Coulon, Rémi;De Luca, Filomena;Cerboni, Giulia;Tanfoni, Silvia;Chelini, Giulia;Galleni, Moreno;Docquier, Jean-Denis;Hernandez, Jean-Fran?ois [Bioorganic Chemistry,2021,vol. 113,art. no. 105024]